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74675

Sigma-Aldrich

Novobiocina

≥93% (HPLC)

Sinônimo(s):

Albamycin, Cathomycin, Novobiocin, Novobiocin, Monosodium Salt

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About This Item

Fórmula empírica (Notação de Hill):
C31H35N2NaO11
Número CAS:
1476-53-5
Peso molecular:
634.61
Beilstein:
3892910
Número CE:
216-023-6
Código UNSPSC:
51101500
NACRES:
NA.85

Ensaio

≥93% (HPLC)

forma

powder

atividade óptica

[α]20/D −48±3°, c = 1% in ethanol

cor

white to faint beige

solubilidade

H2O: soluble

espectro de atividade do antibiótico

Gram-positive bacteria

Modo de ação

DNA synthesis | interferes
enzyme | inhibits

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[Na+].CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](Oc2ccc3C([O-])=C(NC(=O)c4ccc(O)c(C\C=C(\C)C)c4)C(=O)Oc3c2C)OC1(C)C

InChI

1S/C31H35N2O11.Na/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29;/h7,9-13,23,25-26,29,34,36H,8H2,1-6H3,(H2,32,39)(H,33,37);/q-1;+1

chave InChI

AXOUUAINTJNFRS-UHFFFAOYSA-N

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Descrição geral

Chemical structure: coumarin-glycoside

Aplicação

Novobiocin is used to study heat shock protein inhibition and to produce positively supercoiled plasmid DNA. It is an inhibitor of bacterial DNA gyrase and eukaryotic DNA topoisomerase. It also is an inhibitor of retrovirus RNA-dependent DNA-polymerase.
Para produção de DNA plasmidial superenrolado positivamente. Inibidor da DNA girase bacteriana e DNA topoisomerase eucariótica. Inibidor da DNA polimerase dependente de RNA retroviral.

Ações bioquímicas/fisiológicas

Novobiocin inhibits DNA synthesis by inhibiting bacterial DNA gyrase targeting the GyrB subunit of the enzyme involved in energy transduction. Novobiocin acts as a competitive inhibitors of the ATPase reaction catalysed by GyrB . It is also a Hsp90 inhibitor . Antimicrobial spectrum: Gram-positive bacterial.
Modo de ação: Inibe a síntese de DNA por meio da inibição da enzima topoisomerase II.
Espectro da ação antimicrobiana: Bactérias gram positivas.

Embalagem

1g, 5g

Outras notas

Keep container tightly closed in a dry and well-ventilated place. Light sensitive. Store under inert gas. Keep in a dry place.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302,H317,H319

Classificações de perigo

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Sens. 1

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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N R Cozzarelli
Science (New York, N.Y.), 207(4434), 953-960 (1980-02-29)
Negative supercoiling of bacterial DNA by DNA gyrase influences all metabolic processes involving DNA and is essential for replication. Gyrase supercoils DNA by a mechanism called sign inversion, whereby a positive supercoil is directly inverted to a negative one by
Y Sumiyoshi et al.
The Journal of general virology, 64 (Pt 10), 2329-2333 (1983-10-01)
Inhibitors of bacterial DNA gyrase and eukaryotic DNA topoisomerase (novobiocin and nalidixic acid) were investigated with respect to their effect on the activity of RNA-dependent DNA polymerases from murine and avian retroviruses. Purified RNA-dependent DNA polymerase from AKR virus was
D Lockshon et al.
Nucleic acids research, 11(10), 2999-3017 (1983-05-25)
A procedure has been developed whereby the relative amounts of the topoisomers of E. coli plasmid can be determined for cells grown under a variety of conditions. Several applications of the procedure are presented. Addition of either novobiocin or oxolinic
A Maxwell
Molecular microbiology, 9(4), 681-686 (1993-08-01)
The coumarin group of antibiotics have as their target the bacterial enzyme DNA gyrase. The drugs bind to the B subunit of gyrase and inhibit DNA supercoiling by blocking the ATPase activity. Recent data show that the binding site for
Patricia L Taylor et al.
ACS chemical biology, 7(9), 1547-1555 (2012-06-16)
Multi-drug-resistant infections caused by Gram-negative pathogens are rapidly increasing, highlighting the need for new chemotherapies. Unlike Gram-positive bacteria, where many different chemical classes of antibiotics show efficacy, Gram-negatives are intrinsically insensitive to many antimicrobials including the macrolides, rifamycins, and aminocoumarins
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